• Title/Summary/Keyword: Acyl chloride

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Synthesis of 6-Alkoxy-3-(1-hydroxyalkyl)-5-nitro-4,5,6,7-terahydroindole-4-carboxylates

  • 김호현;구양모;이윤영
    • Bulletin of the Korean Chemical Society
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    • v.20 no.8
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    • pp.929-934
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    • 1999
  • 2-( β-Alkoxyvinyl)-4-(1-hydroxyalkyl)pyrroles (14) were synthesized from 4-acylpyrrole-2-carboxylates (8) by sequential reduction of their acyl and alkoxycarbonyl groups to give 4-(1-hydroxyalkyl)pyrrole-2-carbalde-hydes (13) followed by Wittig reaction of the aldehydes with the ylide of alkoxymethylphosphonium chloride. Diels-Alder reaction of 2-(β-alkoxyvinyl)-4-(1-hydroxyalkyl)pyrroles with trans-methyl β-nitroacrylate gave 6-alkoxy-3-(1-hydroxyalkyl)-5-nitro-4,5,6,7-tetrahydroindole-4-carboxylates (3).

Synthesis of the New Thebaine Derivatives by the Diels-Alder Reaction with Northebaine (Northebaine에 Diels-Alder반응을 이용한 새로운 Thebaine 유도체의 합성)

  • Kunjea Kim;Kyekwang Kim
    • Journal of the Korean Chemical Society
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    • v.32 no.4
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    • pp.371-376
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    • 1988
  • Thebaine was reacted with diisopropyl azodicarboxylate to give northebaine. Diels-Alder reaction between the compound and nitrosobenzene was attempted. The hydrogen of the adducted northebaine was substituted with chloroacetyl chloride and succinic anhydride. We have synthesized the new thebaine derivatives with phenylhydroxylamine at 14-carbon and also acetyl or succinyl at 17-nitrogen with yields of 22% and 16%.

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Synthesis of Several Diester Group-Containing Calix[4]arenes

  • 남계준;양용식;전종철;최용국
    • Bulletin of the Korean Chemical Society
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    • v.17 no.6
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    • pp.502-506
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    • 1996
  • Several ester group-containing calix[4]arenes were synthesized by the reaction of calix[4]arene and various acyl chlorides. Two or four ethyl succinyl units could be introduced into the calix[4]arene lower rim depending on the reaction conditions. But the mixture of three and four ethyl malonyl substituted calix[4]arenes were obtained and only three ethyl oxalyl units were introduced at the lower rim of calix[4]arene. Interestingly when calix[4]arene was treated with ethyl oxalyl chloride in the presence of aluminum chloride, two ethyl oxalyl units were introduced at the upper rim of calix[4]arene. The conformation of those ester-containing calix[4]arenes was presented based on the 1H and 13C NMR spectra.

Convenient Synthesis of Difurylmethanes and Dithienylmethanes and Their Application to the Syntheses of Core-Modified Porphyrins

  • 조원섭;이창희
    • Bulletin of the Korean Chemical Society
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    • v.19 no.3
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    • pp.314-319
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    • 1998
  • One flask synthesis of dithienylmethane and difurylmethane is reported. The reaction of aldehydes with excess furan or thiophene affords the meso-phenyldithienylmethane (DTM) and meso-phenyldifurylmethane (DFM), respectively. The reaction is catalyzed with trifluoroacetic acid or with BF3·O(Et)2. An acyl group is selectively introduced in 1 and 9 position of difurylmethane and dithienylmethane by use of an acid chloride and tin (IV) chloride. The reduction of resulting 1,9-bisacyldifurylmethane or 1,9-bisacyldithienylmethane affords the corresponding 1,9-bis-diol. An acid catalyzed condensation of diol with meso-phenyldipyrromethane followed by oxidation with DDQ gives the porphyrins. The reaction resulted meso-5,10,15,20-tetraphenyl-21,22-dithiaporphyrin (SSNN) or 15-mesityl-5,10,20-triphenyl-21,22-dioxaporphyrin (OONN), respectively. The formation of small amount of meso-tetraphenylporphyrin (TPPH2) is also observed. The formation of TPP indicates that meso-phenyldipyrromethane is reversibly cleaved and form pyrrole and pyrrylbenzylcarbocation during the condensation. The proton nmr and electronic spectrum of the SSNN and OONN porphyrins are somewhat different from the previously synthesized meso-5,10,15,20-tetraphenyl-21,23-dithiaporphyrin (SNSN) or meso-5,10,15,20-tetraphenyl-21,23-dioxaporphyrin (ONON).

Membrane Performance and Chemical Instability of 1,3,5-Benzenetricarbonyl Trichloride (1,3,5-Benzenetricarbonyl Trichloride의 화학적 불안정성과 분리막 성능)

  • Park, Chul Ho;Kim, Chan-soo;Sim, Joonmok;Park, Hyun-Seol;Joe, Yun-Haeng
    • Membrane Journal
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    • v.30 no.3
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    • pp.200-204
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    • 2020
  • 1,3,5-benzenetricarbonyl trichloride is a chemical substance in which three acyl chlorides are located at 1,3,5 position in the benzene ring, and is an important chemical for the area where the good physical and chemical properties are required through high degree of crosslinking. In particular, it is possible to form a three-dimensional structure having a certain pore size, it is used in various separation and purification fields. However, the high reactivity of acyl chloride has the advantage of a fast reaction rate, which means that it is difficult to control chemically to have a certain performance in other aspects. Therefore, in this study, we observed how the chemical change of 1,3,5-benzenetricarbonyl trichloride affected the membrane performance.

Synthesis of Multi-walled Carbon Nanotube/Poly(ethylene oxide) Hybrids (다중벽 탄소나노튜브/폴리(에틸렌 옥사이드) 복합체 합성)

  • Hong, Chae-Hwan;Han, Do-Suk;Nam, Byeong-Uk
    • Polymer(Korea)
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    • v.34 no.3
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    • pp.198-201
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    • 2010
  • We have worked a surface modification to release a strong agglomeration of multi-walled carbon nanotube(MWCNT) and a incorporation of hydrophilic polymer to improve compatibility between MWCNT and polymers. Carboxylated MWCNT was easily obtained by acid treatment and the carboxylate was converted to acylchloride by thionyl chloride. Then, we tried one more synthesizing routes to achieve covalent bonds with poly(ethylene oxide) having amine end groups of low molecular weight. We measured the polymer content on the surface of MWCNT by TGA and observed increased diameter of MWCNT by SEM and TEM analysis.

Study of Physico-Chemical Properties of N,N-Diacyl, O-Acyl Chitosan Oligomer (N,N-디아실, O-아실 키토산 올리고머의 물리화학적 특성에 관한 연구)

  • Lee, Ok-Sub;Ha, Byung-Jo;Kim, Jun-Oh;Park, Soeng-Kyu;Lee, Yoon-Sik
    • Applied Chemistry for Engineering
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    • v.8 no.3
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    • pp.365-373
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    • 1997
  • Chitosan oligomer having aldehyde group at reducing end was prepared by oxidative-deamination reaction of chitosan by using sodium nitrite, and the resulting aldehyde group was redeced to 2,5-anhydro-D-mannitol group. The obtained chitosan oligomer showed an average degree of polymerization(DP) 2 by GPC analysis. It was highly soluble in lipophilic solvents. N,N-diacyl, O-acyl chitosan oligomer was obtained trom the reaction between chitosan oligomer and acyl chloride under 4-dimethoxyaminopyridine catalyst. From DSC measurement, N,N-dilauroyl, O-lauroyl chitosan oligomer showed mesophase region, which was confirmed by polarizing microscope as thermotropic liquid crystalline state. X-ray diffraction pattern revealed that N,N-dilauroyl, O-lauroyl chitosan oligomer was highly crystalline, whereas chitosan oligomer was not.

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Serum Fatty Acid and Carnitine Levels in Obese Children with Fatty Livers (지방간이 동반된 비만아에서 혈청 지방산과 Carnitine 농도에 대한 연구)

  • Lee, Jin Bum;Lee, Jae Won;Hong, Young Mi
    • Clinical and Experimental Pediatrics
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    • v.45 no.9
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    • pp.1083-1089
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    • 2002
  • Purpose : The prevalence of obese children has recently increased. Obesity is known to be associated with complications such as hypertension, fatty liver, hyperlipidemia, and insulin resistance. L-carnitine is an essential cofactor for the transport of long chain fatty acids into mitochondria for ${\beta}$-oxidation. The purpose of this study is to measure serum free fatty acid and carnitine levels, and evaluate the role of L-carnitine as a therapeutic drug in obese children with fatty liver. Methods : Nine obese children, ranging from seven to 18 years of age, and 10 normal children were examined. Serum lipid(total cholesterol, triglyceride, HDL-cholesterol, and LDL-cholesterol) and fatty acid levels were analyzed. Serum total, free, and acyl carnitine levels were performed also by a new enzymatic cycling technique. Results : Long chain fatty acids(myristic acid, palmitoleic acid, palmitic acid, linoleic acid, oleic acid, and stearic acid)were significantly increased in obese children compared to the control group. Total, and acyl carnitine levels were significantly increased in obese children compared to the control group. Conclusion : Serum free fatty acid and carnitine levels were significantly increased in obese children with fatty liver compared to the normal control. This may suggest that L-carnitine can be used as antilipidemic agent to decrease fatty acid and lipid levels for obese children. Prospective studies will investigate serum fatty acid and carnitine levels after treatment of L-carnitine in obese children in the future.

Preparation and Characterization of PEG/PLA Multiblock and Triblock Copolymer

  • Zhao, Hesong;Liu, Zhun;Park, Sang-Hyuk;Kim, Sang-Ho;Kim, Jung-Hyun;Piao, Longhai
    • Bulletin of the Korean Chemical Society
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    • v.33 no.5
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    • pp.1638-1642
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    • 2012
  • A series of poly (lactic acid) (PLA) and poly (ethylene glycol) (PEG) tri and multiblock copolymers with relatively high molecular weights were synthesized through the coupling reaction between the bis(acyl chloride) of carboxylated PLA and mono or dihydroxy PEG. The coupling reaction and the copolymer structures were monitored by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FTIR) and gel permeation chromatography (GPC). The melting temperature (Tm) of PEG blocks decreased with the presence of PLA sequences attaching to PEG blocks. The CMC values were determined to be 10-145 mg/L depending on the length of PLA and PEG blocks and the structure of the block copolymers.

Synthesis and Characterization of Poly(vinyl alcohol-co-vinyl stearate) (Poly(vinyl alcohol-co-vinyl stearate)의 합성 및 분석)

  • 이광호;조창기
    • Proceedings of the Korean Fiber Society Conference
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    • 2002.04a
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    • pp.191-194
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    • 2002
  • 완전히 가수분해 된 폴리비닐알콜(PVA)는 쉽게 결정화되기 때문에 일부 가수분해된 PVA보다 에멜전 안정화와 계면활성이 약하다$^{1)}$ . 이러한 성질을 개선하려면 폴리비닐알콜분자에 hydrophobic한 알킬기를 도입하는 것이 주요한 방법이다. 폴리비닐알콜 분자에 긴 알킬기를 도입하는 방법에는 chain transfer 반응을 통하여 폴리비닐아세테이트(PVAc)분자의 말단에 긴 알킬기를 도입한 후 가수분해하는 방법$^{1)}$ ; 비닐아세테이트 (VAc)가 긴 알킬리를 가진 비닐 단량체와 copolymerization 한 후 가수분해하는 방법 $^{2),3)}$ ; 합성된 PVA가 긴 알킬리를 긴 알킬리를 가진 acyl chloride와 직접 반응하여 얻는 방법$^{4)}$ 등이 있다. (중략)

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